CHEBI:35940 - protirelin

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ChEBI Name protirelin
ChEBI ID CHEBI:35940
Definition A tripeptide composed of L-pyroglutamyl, L-histidyl and L-prolinamide residues joined in sequence.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8584, CHEBI:9585
Supplier Information eMolecules:5750666, ZINC000004096261
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Thyrotropin-releasing hormone (TRH) is a hypophysiotropic hormone produced by neurons in the hypothalamus that stimulates the release of thyroid-stimulating hormone (TSH) and prolactin from the anterior pituitary. TRH has been used clinically for the treatment of spinocerebellar degeneration and disturbance of consciousness in humans. Its pharmaceutical form is called protirelin (INN) ().
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Formula C16H22N6O4
Net Charge 0
Average Mass 362.38392
Monoisotopic Mass 362.17025
InChI InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1
InChIKey XNSAINXGIQZQOO-SRVKXCTJSA-N
SMILES NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@@H]1CCC(=O)N1
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via peptide hormone )
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ChEBI Ontology
Outgoing protirelin (CHEBI:35940) has role human metabolite (CHEBI:77746)
protirelin (CHEBI:35940) is a peptide hormone (CHEBI:25905)
protirelin (CHEBI:35940) is a tripeptide (CHEBI:47923)
IUPAC Name
5-oxo-L-prolyl-L-histidyl-L-prolinamide
Synonyms Sources
L-Pyroglutamyl-L-histidyl-L-prolineamide ChemIDplus
Protirelin KEGG COMPOUND
Thyroliberin KEGG COMPOUND
Thyrotropic releasing hormone ChemIDplus
Thyrotropic-releasing factor ChemIDplus
Thyrotropin releasing hormone KEGG COMPOUND
Thyrotropin-releasing factor ChemIDplus
TRH KEGG COMPOUND
TSH-releasing factor HMDB
TSH-releasing hormone HMDB
Manual Xrefs Databases
2316 DrugCentral
C03958 KEGG COMPOUND
D00176 KEGG DRUG
HMDB0005763 HMDB
Protirelin Wikipedia
View more database links
Registry Numbers Types Sources
24305-27-9 CAS Registry Number ChemIDplus
903432 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
22 February 2017